Azo dye.



UNITED STATES PATENT OFFICE.

AKIM TKA'ISOH, OF LUDWIGSHAFEN, GERMANY, ASSIGNOR TO THE BADISOHE ANILIN& SODA FABRIK, OF SAME PLACE.

AZO DYE.

SPECIFICATION forming part Of Letters Patent No. 671,902, dated April 9,1901.

Application filed November 10, 1900. Serial No. 36,104. (No specimens.)

T0 at whom it may concern.-

Be it known that I, AKIM TKA'ISOH, doctor of philosophy, 9. subject ofthe Czar of Russia, residing at Ludwigshafen-on-the Rhine, Kingdom ofBavaria,and Empire of Germany, have invented new and useful Improvementsin Azo Dyes from Nitro-Amido-Phenol Sulfo- Acid andHydroxy-Phenyl-Glycocol Sulfo- Acid IV, of which the following is aspecification.

In the German Patent No. 70,788 an amidophenol sulfo-acid known asamido-phenol sulfo-acid IV is described. I have discovered that if thisbe treated with monochloracetic acid in the presence of sodium acetate anew hydroxy-phenyl-glycocol sulfo-acid is obtained. I call thishydroxy-phenyl-glycocol sulfo-acid IV. This constitutes a new componentfor the manufacture of azo dyes by combination with diazo compounds andthe like. In particular I have discovered that the azo dye obtained fromthis new component and diazotized ortho-nitro-ortho-amido-phenol-parasulfo-acid is of value. It

dyes wool brown from the acid bath. If the dyed goods be then treatedwith a chromate, the shade turns to a bordeaux color and possesses ahigh degree of fastness against the action of milling and does not bleedonto white wool, cotton, or silk during this operation. The fastnessagainst Washing and the action of light is also very good.

The following examples will serve to illustrate the manner in which theinvention can be carried into practical effect and my newcoloring-matter obtained. The parts are by weight:

Ewample 1Prodact'0n of the new hydroayphenyl-glycocol sulfa-acid IV fromthe amtdo-phenol salfo-ace'd I V.Dissolve one hundred and ninety (190)parts of the aforesaid amido-phenol sulfo-acid IV in one thousand(1,000) parts of water. Then dissolve ninetyfive (95) parts of monochloracetic acid in this solution and add to it three hundred and forty (340)parts of crystallized sodium acetate. Boil this mixture for about five(5) hours in a vessel fitted with an inverted condenser. Allow thetemperature to fall and subsequently cool the solution thoroughly Theacid sodium salt of with the aid of ice.

the desired compound separates out. Collect it by filtering it and pressit. It is not always necessary to isolate the product in the mannerdescribed, as its solution can, if desired, be used directly for theproduction of azo coloring-matters.

Example 2-Pr0dactz'0'n of an azo dye from orthomz'tro ortho amide phenolpara sulfa acid and the new hydromy -phenyl-glycocol salfo-acid IV.Prepare the diazo compound of the ortho nitro ortho amido-phenol-parasulfo-acid in the well-known way and mix a solution containing abouttwenty-four (24) parts thereof in a solution of thirty (30) parts of thenew hydroxy-phenyl-glycocol sulfoacid IV, such as can be obtained inaccordance with Example 1, in two hundred (200) parts of watercontaining sufficient calcined soda to render the mixture alkaline. Stirthe solution until the combination is complete, precipitate thecoloringmatter with common salt, filter, press, and dry.

My new coloring-matter thus obtained dissolves in water, giving awine-.red solution. Upon addition of an excess of carbonate-ofsodasolution the shade becomes redder, and its solution in concentratedsulfuric acid is Wine-red. It dyes wool from the acid-bath, giving abrown shade which upon treatment with a chromate turns to a bordeaux.

Now what I claim is- The new coloring-matter that can be obtained by thecombination of diazotized ortho-nitro-ortho-amido-phenol-para sulfo-acidand hydroxy-phenyl-glycocol sulfo-acid IV which dyes wool from theacid-bath giving brown shades which upon treatment with bichromate ofpotassium turn to bordeaux color and which dissolves in water giving awinered solution which turns redder upon the addition of an excess ofsoda and which yields a wine-red solution in concentrated sulfuric acidsubstantially as described.

In testimony whereof I have hereunto set my hand in the presence of twosubscribing witnesses.

AKIM TKATSGH.

Witnesses:

ERNEST F. EHRHARDT, JAooB ADRIAN.

